Vintage wooden vessels from Portland, Maine offering private and all-inclusive charters for sightseeing, sunsets, and seasonal foliage.
Choose from lighthouse and sightseeing tours, sunset cruises, fall foliage trips, and themed brunch or all-inclusive charters.
boat-charters · Portland
Explore New England’s autumnal hues on a classic 1969 Maine lobster boat, cruising past iconic landmarks like Portland Head Light. This two-hour fall foliage charter promises stunning coastal views, wildlife sightings, and an authentic Maine maritime experience.
Casco Bay Custom Charters is a Portland, Maine–based charter operator offering private and all‑inclusive cruises on vintage wooden vessels. The company operates restored and classic boats including the MONHEGAN, a restored 1969 lobster boat, and multiple 1950s passenger vessels such as MARIE, MARIE L, and MARIE Lnn. Casco Bay Custom Charters specializes in lighthouse and sightseeing tours, sunset cruises, New England fall foliage charters, and themed experiences like a bottomless mimosas & croissant brunch.
Many scheduled experiences run two hours and accommodate intimate groups; several all‑inclusive and brunch cruises list group sizes of 7 to 16 guests. Private charters include a personal captain and cushioned benches for relaxed viewing. Select vessels provide weather protection and seating suitable for coastal sightseeing. On commonly sailed routes passengers pass historic coastal landmarks such as Portland Head Light and Fort Gorges, and have opportunities to spot coastal wildlife including seals, seabirds, and bald eagles.
Trip options include private Lighthouse & Sightseeing charters aboard the MONHEGAN and wooden passenger vessels in the MARIE family, evening Private Sunset Charters, and seasonal New England Fall Foliage Charters. All‑inclusive tours note unlimited local drinks on select departures. For travelers seeking classic Maine maritime character, Casco Bay Custom Charters offers authentic wooden‑boat experiences departing from Portland harbor, emphasizing scenic views, comfort, and intimate group cruises.
Several charters operate aboard the 36-foot wooden vessel MARIE L, used for private sunset and sightseeing trips from Portland. The restored 1969 lobster boat MONHEGAN brings classic lobster-boat character to lighthouse and fall foliage cruises.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Authentic wooden vessels on Casco Bay
Launches from Portland harbor
Comfortable groups on select tours
Most charters are two-hour trips
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Casco Bay Custom Charters listing.
Casco Bay Custom Charters offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Book a lighthouse tour, sunset cruise, or fall foliage trip from Portland, Maine. Private charters and group experiences fill quickly—reserve early.
boat-charters · Portland
Cruise Portland’s scenic coastline aboard the vintage 1950s wooden vessel MARIE. Enjoy breathtaking views, historic lighthouses, and unlimited local drinks during this unique two-hour sightseeing adventure.
boat-charters · Portland
Cruise Maine’s scenic coastline aboard MARIE L, a classic 1950s wooden vessel, on this exclusive 2-hour private charter. Discover iconic lighthouses, historic forts, and abundant wildlife with a personal captain and cushioned comfort.
boat-charters · Portland
Cruise the scenic Casco Bay aboard the classic wooden vessel MARIE L on a private 2-hour sunset charter. Spot wildlife, iconic lighthouses, and enjoy panoramic views of Portland’s breathtaking coastline.
boat-charters · Portland
Step aboard the vintage MARIE L for an unforgettable brunch cruise through Casco Bay, Maine. Enjoy fresh local flavors and endless mimosas while taking in stunning island views just outside Portland’s harbor.
boat-charters · Portland
Cruise Maine’s rugged coast on a private 2-hour charter aboard the vintage MONHEGAN lobster boat. Experience iconic lighthouses, wildlife, and historic forts in intimate comfort from Portland, Maine.
boat-charters · Portland
See New England’s dazzling autumn foliage like never before aboard the 1950s vintage MARIE Lnn. This two-hour all-inclusive charter from Portland offers sweeping coastal views and unlimited local drinks, perfect for cozy fall exploration.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.